Propargyl bromide → HCID 22632670, compound

HRID 2417542Notes

Reaction equation

HRID 2417542 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([N:8]2[CH2:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[NH:11][C:10](=[O:19])[CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[H-].[Na+].Br[CH2:25][C:26]#[CH:27].C(OCC)(=O)C>CN(C=O)C>[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([N:8]2[CH2:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[N:11]([CH2:27][C:26]#[CH:25])[C:10](=[O:19])[CH2:9]2)=[O:7])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 7842Propargyl bromideHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 226325544-(4-Chlorobenzoyl)-1,3,4,5-tetrahydrobenzo[e][1,4]diazepin-2-on

Product 1

HCID 22632670HCID 22632670, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

50 mg (0.17 mmol) of 4-(4-chlorobenzoyl)-1,3,4,5-tetrahydrobenzo[e][1,4]diazepin-2-on was dissolved in 4 ml of DMF. 7 mg (0.18 mmol) of sodium hydride was added, to the obtained solution, and they were stirred at room temperature for 30 minutes. 30 mg (0.25 mmol) of 3-bromopropyne was added to the obtained solution, and they were stirred at room temperature overnight. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the obtained crude product was purified by the silica gel column chromatography.

Workup

  1. stirringwere stirred at room temperature overnight
  2. customwas purified by the silica gel column chromatography

Sources & evidence

ORD record
ord-8e4c8455e4f24b60b4a249c1a9ba483c
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

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